Woodwynd – a timeless estate in the Greenspring Valley, available for the first time since 1969. Nestled on 10 bucolic acres on sought-after Stewart Road, Woodwynd offers unparalleled serenity, history, and elegance in the picturesque Greenspring Valley. Built circa 1890, this remarkable property seamlessly blends old-world charm with modern-day comforts.
Graced by mature specimen trees, apple orchards, and sweeping pastoral views, the main residence has recently been refreshed and features gleaming original hardwood floors throughout. Inside, the first floor features a large welcoming foyer, a private office, cozy den, formal dining room, and a spacious living room that opens to a sun-drenched stone porch and inviting sunroom. The heart of the home is a dramatic two-story great room off of the kitchen. It boasts a soaring 28-foot vaulted ceiling and a striking stone fireplace—perfect for gatherings year-round. The large kitchen with breakfast area, plus a mudroom, powder room, and full bath, complete the main level.
Upstairs, the second and third floors offer six well-appointed bedrooms, four full baths, a laundry room, and a flexible bonus space. The serene primary suite includes access to a charming sitting area or sleeping porch, ideal for a home office or possible expanded walk-in closet.
Outside enjoy resort-style living with two koi ponds, a 40-foot pool, hot tub, and a stone patio with pergola—perfect for entertaining under the stars or eating al fresco.
A separate guest house features two bedrooms, a full bath, living room, kitchen, and sunroom leading to a wood deck, ideal for visitors. A large barn and carriage house adds further charm and utility to the property.
Woodwynd is more than a home—it’s a rare opportunity to own a legacy property in one of Maryland’s most coveted and convenient settings. Bring your vision and create your dream estate in Greenspring Valley.
8,660 Sq Ft
10.03 Private Acres Exterior Space
Other
$17,677 Annual Tax
Built in 1890
MLS/Listing ID MDBC2128650
Exhaust Fan
Freezer
Microwave
Hot Tub
Slate
Lot - Partly Wooded
Cooling - Central Air
Stone Fireplace
Hardwood
Concrete
Ceramic Tile
Washer
Refrigerator
Range Hood
Lot - Private
Parking - Private
Dryer
Dishwasher
Style - Traditional
Construction - Shingle Siding
Cooling - Zoned
Heating - Oil
Heating - Electric
Window Treatments
Walk-in Closets
Recessed Lighting
Pantry
Attic
Listing Courtesy of COMPASS, JEREMY BATOFF - 443-520-7586
Source of Data: BRIGHT MLS
The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.
All information deemed reliable but not guaranteed. Last date updated: 06/02/2025.
Source: Bright Multiple Listing Service, Inc.
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